WO2014189939A3 - Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides (raft) - Google Patents

Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides (raft) Download PDF

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Publication number
WO2014189939A3
WO2014189939A3 PCT/US2014/038799 US2014038799W WO2014189939A3 WO 2014189939 A3 WO2014189939 A3 WO 2014189939A3 US 2014038799 W US2014038799 W US 2014038799W WO 2014189939 A3 WO2014189939 A3 WO 2014189939A3
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Prior art keywords
monomer
block
chain transfer
reversible addition
transfer polymerization
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PCT/US2014/038799
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English (en)
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WO2014189939A2 (fr
Inventor
Eric W. COCHRAN
Ronald Christopher Williams
Nacu HERNANDEZ
Andrew Cascione
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Iowa State University Research Foundation, Inc.
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Publication date
Priority to BR122017010545-0A priority Critical patent/BR122017010545B1/pt
Priority to BR112015028368-3A priority patent/BR112015028368B1/pt
Priority to SG11201509408UA priority patent/SG11201509408UA/en
Priority to EA201592176A priority patent/EA201592176A1/ru
Application filed by Iowa State University Research Foundation, Inc. filed Critical Iowa State University Research Foundation, Inc.
Priority to EP14732720.9A priority patent/EP2999727B1/fr
Priority to JP2016515021A priority patent/JP2016528306A/ja
Priority to KR1020157034372A priority patent/KR20160009583A/ko
Priority to CA2910680A priority patent/CA2910680A1/fr
Priority to AU2014268692A priority patent/AU2014268692B2/en
Priority to CN201480029039.4A priority patent/CN105229045B/zh
Priority to EP19208355.8A priority patent/EP3632942A1/fr
Publication of WO2014189939A2 publication Critical patent/WO2014189939A2/fr
Publication of WO2014189939A3 publication Critical patent/WO2014189939A3/fr
Priority to PH12015502467A priority patent/PH12015502467A1/en
Priority to HK16108276.0A priority patent/HK1220219A1/zh

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F122/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F122/10—Esters
    • C08F122/12—Esters of phenols or saturated alcohols
    • C08F122/20—Esters containing oxygen in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F242/00—Copolymers of drying oils with other monomers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/04—Reduction, e.g. hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L35/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L35/06—Copolymers with vinyl aromatic monomers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J135/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J135/06—Copolymers with vinyl aromatic monomers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/103—Esters of polyhydric alcohols or polyhydric phenols of trialcohols, e.g. trimethylolpropane tri(meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2438/00—Living radical polymerisation
    • C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2555/00—Characteristics of bituminous mixtures
    • C08L2555/40—Mixtures based upon bitumen or asphalt containing functional additives
    • C08L2555/80—Macromolecular constituents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2555/00—Characteristics of bituminous mixtures
    • C08L2555/40—Mixtures based upon bitumen or asphalt containing functional additives
    • C08L2555/80—Macromolecular constituents
    • C08L2555/82—Macromolecular constituents from natural renewable resources, e.g. starch, cellulose, saw dust, straw, hair or shells

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Structural Engineering (AREA)
  • Civil Engineering (AREA)
  • Graft Or Block Polymers (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention concerne un copolymère séquencé thermoplastique comprenant au moins une séquence PA et au moins une séquence PB. La séquence PA représente une séquence polymère comprenant un ou plusieurs motif(s) de monomère A, et la séquence PB représente une séquence polymère comprenant un ou plusieurs motif(s) de monomère B, le monomère A est un monomère de vinyle, acrylique, de dioléfine, de nitrile, de dinitrile, d'acrylonitrile, un monomère à fonctionnalité réactive, ou un monomère de réticulation. Le monomère B est un triglycéride polymérisable de manière radicalaire ou des mélanges de ce dernier, typiquement sous la forme d'une huile d'origine végétale ou animale. La présente invention concerne également un procédé de préparation d'un copolymère séquencé thermoplastique ou de nouveaux copolymères statistiques thermoplastiques par la polymérisation d'un monomère polymérisable de manière radicalaire avec un triglycéride polymérisable de manière radicalaire ou des mélanges de ces derniers par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation (RAFT), en présence d'un initiateur de radicaux libres et d'un agent de transfert de chaîne.
PCT/US2014/038799 2013-05-20 2014-05-20 Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides (raft) WO2014189939A2 (fr)

Priority Applications (13)

Application Number Priority Date Filing Date Title
JP2016515021A JP2016528306A (ja) 2013-05-20 2014-05-20 トリグリセリドの可逆的付加開裂連鎖移動重合を介した熱可塑性エラストマー
SG11201509408UA SG11201509408UA (en) 2013-05-20 2014-05-20 Thermoplastic elastomers via reversible addition-fragmentation chain transfer polymerization of triglycerides
EA201592176A EA201592176A1 (ru) 2013-05-20 2014-05-20 Термоэластопласты, полученные посредством полимеризации триглицеридов с обратимой передачей цепи по механизму присоединения-фрагментации
CA2910680A CA2910680A1 (fr) 2013-05-20 2014-05-20 Elastomeres thermoplastiques par l'intermediaire d'une polymerisation reversible controlee par transfert de chaine par addition-fragmentation de triglycerides (raft)
EP14732720.9A EP2999727B1 (fr) 2013-05-20 2014-05-20 Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides (raft)
BR112015028368-3A BR112015028368B1 (pt) 2013-05-20 2014-05-20 Elastômeros termoplásticos por meio de polimerização de triglicerídeos por transferência de cadeia de fragmentação-adição reversível
KR1020157034372A KR20160009583A (ko) 2013-05-20 2014-05-20 트리글리세라이드의 가역적 부가-단편화 사슬 이동 중합을 통한 열가소성 엘라스토머
BR122017010545-0A BR122017010545B1 (pt) 2013-05-20 2014-05-20 copolímero estatístico termoplástico, seu método de preparação, suas composições e pneu de veículo
AU2014268692A AU2014268692B2 (en) 2013-05-20 2014-05-20 Thermoplastic elastomers via reversible addition-fragmentation chain transfer polymerization of triglycerides
CN201480029039.4A CN105229045B (zh) 2013-05-20 2014-05-20 经由甘油三酯的可逆加成-断裂链转移聚合的热塑性弹性体
EP19208355.8A EP3632942A1 (fr) 2013-05-20 2014-05-20 Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides
PH12015502467A PH12015502467A1 (en) 2013-05-20 2015-10-26 Thermoplastic elastomers via reversible addition-fragmentation chain transfer polymerization of triglycerides
HK16108276.0A HK1220219A1 (zh) 2013-05-20 2016-07-14 經由甘油三酯的可逆加成-斷裂鏈轉移聚合的熱塑性彈性體

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201361825241P 2013-05-20 2013-05-20
US61/825,241 2013-05-20

Publications (2)

Publication Number Publication Date
WO2014189939A2 WO2014189939A2 (fr) 2014-11-27
WO2014189939A3 true WO2014189939A3 (fr) 2015-02-19

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PCT/US2014/038799 WO2014189939A2 (fr) 2013-05-20 2014-05-20 Élastomères thermoplastiques par l'intermédiaire d'une polymérisation réversible contrôlée par transfert de chaîne par addition-fragmentation de triglycérides (raft)

Country Status (14)

Country Link
US (5) US9650463B2 (fr)
EP (3) EP3327047A1 (fr)
JP (1) JP2016528306A (fr)
KR (1) KR20160009583A (fr)
CN (3) CN108641054A (fr)
AU (1) AU2014268692B2 (fr)
BR (2) BR122017010545B1 (fr)
CA (1) CA2910680A1 (fr)
CL (1) CL2015003375A1 (fr)
EA (1) EA201592176A1 (fr)
HK (1) HK1220219A1 (fr)
PH (1) PH12015502467A1 (fr)
SG (3) SG10201606742UA (fr)
WO (1) WO2014189939A2 (fr)

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EP3807252A4 (fr) 2018-06-18 2022-03-02 Cornell University Systèmes et procédés destinés à des copolymères n-halamine-dopamine pour revêtements antimicrobiens à haute performance, à faible coût et faciles à appliquer
CN109679001A (zh) * 2018-12-29 2019-04-26 锦州英诺威科技服务有限公司 一种用于聚丙烯生产的杀活剂
US11814506B2 (en) 2019-07-02 2023-11-14 Marathon Petroleum Company Lp Modified asphalts with enhanced rheological properties and associated methods
CN112175555A (zh) * 2020-09-29 2021-01-05 杭州英创新材料有限公司 一种极性热熔胶及其制备方法
WO2022212880A1 (fr) * 2021-04-02 2022-10-06 Iowa State University Research Foundation, Inc. Modification d'impact de polyesters par extrusion réactive avec de l'huile de soja à haute teneur en acide oléique époxydée polyacrylée
US20240166792A1 (en) * 2021-04-02 2024-05-23 Iowa State University Research Foundation, Inc. Thermoplastic graft elastomers via reactive compatibilization of polyacrylated epoxidized high oleic soybean oil and polydiene-containing copolymers
CN113214575B (zh) * 2021-04-24 2022-03-25 温州市剑利鞋业有限公司 一种pvc鞋底及其制备工艺
CN114605653B (zh) * 2022-04-19 2023-07-04 东南大学 一种代替sbs的生物热塑性弹性体的制备方法及其应用
CN115160467B (zh) * 2022-06-22 2023-10-03 东南大学 一种新型生物基液体改性剂的制备方法及其应用
CN115738133B (zh) * 2022-11-10 2023-09-29 国网浙江省电力有限公司湖州供电公司 一种应用于电化学储能系统的自动灭火器材
CN116144165B (zh) * 2022-12-27 2024-04-02 四川大学 可回收、可修复的热固性聚氨酯改性沥青材料及其制法

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